Miyaura硼化反应法合成4-氰基苯硼酸  

Synthesis of 4-Cyanophenylboronic Acid by Miyaura Boronation Reaction

作　　者：纪海健[1] 白雪峰[1] JI Hai-jian;BAI Xue-feng(institute of Petrochemistry,Heilongjiang Academy of Sciences,Harbin 150040,China)

机构地区：[1]黑龙江省科学院石油化学研究院

出　　处：《化学与粘合》2020年第1期20-22,共3页Chemistry and Adhesion

摘　　要：以4-氰基溴苯为原料,联二硼酸频哪醇酯(B2Pin2)为硼化剂,通过Miyaura硼化反应制备了4-氰基苯硼酸。通过红外、核磁等分析手段对产物进行了表征。考察了催化剂和碱的种类对硼化反应的影响,实验结果表明,PdCl2(dppf)为最适宜催化剂,KOAc为适宜的碱。当DMF为溶剂,反应原料的物质的量比为4-BrC6H4CN∶B2Pin2∶KOAc=1∶1.1∶3,催化剂PdCl2(dppf)用量为3mol%,在85℃下进行Miyaura硼化反应时,4-氰基苯硼酸收率为75%。The 4-cyanophenylboronic acid is prepared by Miyaura boronation reaction with 4-cyanobromobenzene as raw material and bis(pinacolato)diboron(B2Pin2)as boronation reagent. The above-prepared product is characterized by IR and1 H NMR. The effects of the different catalysts and bases on the yield of 4-cyanophenylboronic acid are studied. The experimental results show that the suitable catalyst and base are PdCl2(dppf)and KOAc respectively. When the Miyaura boronation reaction is carried out at 85℃, using DMF as solvent, the molar ratio of 4-BrC6H4CN∶B2Pin2∶KOAc is 1∶1.1∶3 and the amount of PdCl2(dppf)is 3 mol%, the yield of 4-cyanophenylboronic acid can reach 75.00%.

关 键 词：4-氰基溴苯 4-氰基苯硼酸 合成 Miyaura硼化反应 

分 类 号：TQ460.31[化学工程—制药化工]